tert-butyl N-[(1S,2R)-2,3-dihydroxy-1-phenylpropyl]carbamate

Base Information

Chemical Name:tert-butyl N-[(1S,2R)-2,3-dihydroxy-1-phenylpropyl]carbamate
CAS No.:258335-83-0
Molecular Formula:C₁₄H₂₁NO₄
Molecular Weight:267.325
Hs Code.:

Synonyms:tert-butyl N-[(1S,2R)-2,3-dihydroxy-1-phenylpropyl]carbamate

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Chemical Property of tert-butyl N-[(1S,2R)-2,3-dihydroxy-1-phenylpropyl]carbamate

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Technology Process of tert-butyl N-[(1S,2R)-2,3-dihydroxy-1-phenylpropyl]carbamate

There total 8 articles about tert-butyl N-[(1S,2R)-2,3-dihydroxy-1-phenylpropyl]carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 24424-99-5
di-tert-butyl dicarbonate

: trans-5-(((tert-butyldimethylsilyl)oxy)methyl)-2-oxo-4-phenyloxazolidine-3-sulfonyl fluoride

: 258335-83-0
tert-butyl N-[(1S,2R)-2,3-dihydroxy-1-phenylpropyl]carbamate

Guidance literature:: trans-5-(((tert-butyldimethylsilyl)oxy)methyl)-2-oxo-4-phenyloxazolidine-3-sulfonyl fluoride; With hydrogenchloride; In acetonitrile; at 60 ℃; for 48h;

di-tert-butyl dicarbonate; With sodium carbonate; In acetonitrile; at 20 ℃; for 24h;
DOI:10.1021/jacs.0c11440

Reference yield:

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 258335-83-0
tert-butyl N-[(1S,2R)-2,3-dihydroxy-1-phenylpropyl]carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: N-Bromosuccinimide / Inert atmosphere

2: sodium azide / acetonitrile; water / 3 h / 25 °C / Inert atmosphere

3: lithium hydroxide / water; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4: (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate / water; tetrahydrofuran / 14 h / 20 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 760.05 Torr

6: ethyl acetate / 6 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; sodium azide; palladium 10% on activated carbon; hydrogen; lithium hydroxide; In tetrahydrofuran; methanol; water; ethyl acetate; acetonitrile;
DOI:10.1134/S1070428020120180